2-(Dideuteriomethylene)cyclohexanone | 137518-37-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(Dideuteriomethylene)cyclohexanone
• 英文别名: 2-(Dideuteriomethylidene)cyclohexan-1-one
• CAS: 137518-37-7
• 化学式: C₇H₁₀O
• 分子量: 112.14
• InChiKey: VYTPDQSCOXJDJM-DICFDUPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  tert-butyl-[(7,7-dideuterio-1-bicyclo[4.1.0]heptanyl)oxy]-dimethylsilane 在 四甲基乙二胺 、 四氯化锡 作用下， 生成 2-(Dideuteriomethylene)cyclohexanone
  参考文献：
  名称：

  .beta.-Trichlorostannyl ketones and aldehydes. Preparation and facile amine-induced dehydrostannation leading to .alpha.-methylene ketones and aldehydes

  摘要：

  Ring-opening reactions of siloxycyclopropanes 1 with SnCl4 take place under mild reaction conditions and site-selectively to give beta-trichlorostannyl ketones and aldehydes 3 in high yields. The beta-trichlorostannyl ketones and aldehydes thus obtained readily undergo base-induced dehydrotrichlorostannation at room temperature to give the corresponding alpha-methylene ketones and aldehydes 4. The reactions are quite general for amines, such as pyridine, triethylamine, N,N,N',N'-tetramethylethylenediamine (TMEDA), and 1,4-diazabicyclo[2.2.2]octane (DABCO), and the yields are good to high. One-pot conversion from siloxycyclopropanes 1 to alpha-methylene ketones or aldehydes 4 by consecutive treatment of 1 with SnCl4 and TMEDA is also successful. The H-1 NMR, C-13 NMR, Sn-119 NMR, and IR spectral properties of beta-stannyl ketones and aldehydes are also reported.

  DOI：

  10.1021/jo00027a008